Piperazin-2-one → [2-(3-Oxopiperazin-1-yl)pyrimidin-5-yl]boronic acid

HRID 626936

반응식

HRID 626936 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][C:12]1=[O:17]>O1CCOCC1>[O:17]=[C:12]1[NH:11][CH2:16][CH2:15][N:14]([C:2]2[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=2)[CH2:13]1

참가 물질

4

반응물 2

HCID 231360Piperazin-2-oneHCID 21747362(2-Chloropyrimidin-5-yl)boronic acid

생성물 1

HCID 89923662[2-(3-Oxopiperazin-1-yl)pyrimidin-5-yl]boronic acid수율 50.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

(2-Chloropyrimidin-5-yl)boronic acid (1.0 g, 6.32 mmol) and piperazin-2-one (1.6 g, 16.0 mmol) were suspended in 1,4-dioxane (10 mL) and the mixture was heated at 100° C. under microwave irradiation for 45 minutes. The supernatant liquid was decanted from the suspension and the residue was triturated with methanol and diethyl ether. The resultant solids were filtered off and dried under vacuum to afford the title compound (706 mg, 30%) as a pale pink solid. Method B HPLC-MS: MH+ m/z 223, RT 0.25 minutes.

후처리

  1. customThe supernatant liquid was decanted from the suspension
  2. customthe residue was triturated with methanol and diethyl ether
  3. filtrationThe resultant solids were filtered off
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-b52fb167cd004ee7938c204d46be5842
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309243B2

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